HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (5R)-5-[4'-(Trifluoromethoxy)-1,1'-biphenyl-4-yl]-2-pyrrolidinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Reactant | (5R)-1-Allyl-5-[4'-(trifluoromethoxy)-1,1'-biphenyl-4-yl]-2-pyrrolidinone | HCID 68929317 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | (5R)-5-[4'-(Trifluoromethoxy)-1,1'-biphenyl-4-yl]-2-pyrrolidinone | HCID 59787796 | — |
Reaction Steps
Under argon, (5R)-1-allyl-5-[4′-(trifluoromethoxy)-1,1′-biphenyl-4-yl]-2-pyrrolidinone (XVII-1) (0.41 g, 1.14 mmol) is initially charged in a Schlenk tube together with Pd[PPh3]4 (131.7 mg, 0.114 mmol) and p-toluenesulphonic acid hydrate (0.52 g, 2.74 mmol), and THF (2 ml, degassed) and 1 ml of H2O are added. The yellow suspension is heated under reflux for 3 h. For work-up, the mixture, which was cooled to room temperature, is diluted with NaHCO3 solution and admixed with ethyl acetate and filtered through kieselguhr. The combined organic phases are dried (Na2SO4) and concentrated under reduced pressure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07419936B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-800e8880e9c6483388b654c5caecdc1a |
| Source note | uspto-grants-2008_09 |